21 days in Italy, San Marino & Jeddah Itinerary

21 days in Italy, San Marino & Jeddah Itinerary

Created using Inspirock trip planner

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Fly
1
Como, Italy
— 1 night
Drive
2
Milan, Italy
— 2 nights
Drive
3
Verona, Italy
— 1 night
Drive
4
Venice, Italy
— 3 nights
Drive
5
Bologna, Italy
— 1 night
Drive
6
City of San Marino, San Marino
— 1 night
Drive
7
Florence, Italy
— 3 nights
Drive
8
Pisa, Italy
— 1 night
Drive
9
Borzonasca, Italy
— 1 night
Drive
10
Cinque Terre, Italy
— 1 night
Fly
11
Rome, Italy
— 4 nights
Fly
12
Jeddah, Saudi Arabia
— 1 night

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Como, Italy

— 1 night

City of Silk

Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Start off your visit on the 17th (Fri): explore the activities along Lago di Como. Here are some ideas for day two: go for a walk through Centro Storico, make a trip to Faro voltiano, and then indulge in some personalized pampering at Edone.

To see where to stay, ratings, more things to do, and more tourist information, use the Como trip maker tool.

Jeddah, Saudi Arabia to Como is an approximately 8.5-hour flight. You can also drive; or do a combination of ferry and car. The time zone changes from Arabian Standard Time (AST) to Central European Standard Time (CET), which is usually a -2 hour difference. In December, Como is colder than Jeddah - with highs of 8°C and lows of -1°C. Wrap up your sightseeing on the 18th (Sat) early enough to drive to Milan.

Things to do in Como

Nature · Parks · Historic Sites · Spas

Side Trips

Find places to stay Dec 17 — 18:

Milan, Italy

— 2 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Kick off your visit on the 19th (Sun): admire the landmark architecture of Galleria Vittorio Emanuele II, then take in the architecture and atmosphere at Duomo di Milano, and then step into the grandiose world of Castello Sforzesco. On the 20th (Mon), you'll have a packed day of sightseeing: get to know the fascinating history of Piazza del Duomo, then pause for some serene contemplation at Basilica San Lorenzo Maggiore, then take an in-depth tour of Basilica di Sant'Ambrogio, and finally see La Casa Maledetta.

To see more things to do, traveler tips, maps, and more tourist information, read Milan road trip tool.

You can drive from Como to Milan in an hour. Other options are to take a train; or take a bus. December in Milan sees daily highs of 9°C and lows of 1°C at night. Finish up your sightseeing early on the 20th (Mon) so you can go by car to Verona.

Things to do in Milan

Historic Sites · Nightlife · Fun & Games · Shopping
Find places to stay Dec 18 — 20:

Verona, Italy

— 1 night

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Start off your visit on the 21st (Tue): look for gifts at Ciokolart, step into the grandiose world of Museo di Castelvecchio, take in the spiritual surroundings of Basilica di San Zeno Maggiore, then admire the landmark architecture of Casa di Giulietta, then enjoy breathtaking views from Torre dei Lamberti, and finally take a stroll through Piazza delle Erbe.

To see photos, more things to do, ratings, and other tourist information, refer to the Verona trip itinerary planner.

Getting from Milan to Verona by car takes about 2 hours. Other options: take a train. In December in Verona, expect temperatures between 8°C during the day and 0°C at night. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Venice.

Things to do in Verona

Historic Sites · Shopping · Neighborhoods · Nightlife

Side Trip

Find places to stay Dec 20 — 21:

Venice, Italy

— 3 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Change things up with these side-trips from Venice: Padua (Prato della Valle, Basilica of St. Anthony, &more). Next up on the itinerary: explore the activities along Canal Grande, snap pictures at Ponte di Rialto, appreciate the history behind Punta della Dogana, and admire the landmark architecture of Doge's Palace.

To find where to stay, ratings, photos, and more tourist information, go to the Venice trip builder tool.

Drive from Verona to Venice in 1.5 hours. Alternatively, you can take a shuttle; or take a train. In December, daily temperatures in Venice can reach 11°C, while at night they dip to 1°C. Wrap up your sightseeing on the 24th (Fri) early enough to drive to Bologna.

Things to do in Venice

Historic Sites · Museums · Nature · Parks

Side Trip

Find places to stay Dec 21 — 24:

Bologna, Italy

— 1 night

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Start off your visit on the 25th (Sat): take in the architecture and atmosphere at Chiesa di San Giacomo Maggiore, don't miss a visit to Compianto sul Cristo Morto, pause for some serene contemplation at Basilica - Santuario di Santo Stefano, then get engrossed in the history at Museo Civico Archeologico, and finally enjoy breathtaking views from Le Due Torri Torre degli Asinell.

For reviews, photos, more things to do, and other tourist information, you can read our Bologna trip itinerary builder app.

You can drive from Venice to Bologna in 2 hours. Alternatively, you can take a train. Expect a daytime high around 9°C in December, and nighttime lows around 1°C. Finish up your sightseeing early on the 25th (Sat) so you can go by car to City of San Marino.

Things to do in Bologna

Historic Sites · Museums
Find places to stay Dec 24 — 25:

City of San Marino, San Marino

— 1 night
The capital of one of the world's smallest and oldest republics, the hillside city of San Marino boasts a World Heritage-listed old town that's known for its winding cobblestone streets and sweeping views of the surrounding countryside.
On the 26th (Sun), pause for some photo ops at Girolamo Gozi Monument, step into the grandiose world of Guaita, don't miss a visit to Cava dei Balestrieri, ponder the world of politics at Palazzo Pubblico, then take in the awesome beauty at Mount Titan, and finally steep yourself in history at Cesta Tower.

Ask Inspirock to suggest an itinerary and make planning a trip to City of San Marino fast, fun, and easy.

Traveling by car from Bologna to City of San Marino takes 1.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Traveling from Bologna in December, plan for somewhat warmer nights in City of San Marino, with lows around 5°C. Finish up your sightseeing early on the 26th (Sun) so you can go by car to Florence.

Things to do in City of San Marino

Historic Sites · Nature · Parks
Find places to stay Dec 25 — 26:

Florence, Italy

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get out of town with these interesting Florence side-trips: Siena (Duomo di Siena, Piazza del Campo, &more). There's much more to do: admire the masterpieces at Florence Academy of Fine Arts, don't miss a visit to Piazzale Michelangelo, see the interesting displays at Pitti Palace, and take in the architecture and atmosphere at Basilica of Santa Croce.

For reviews, more things to do, and tourist information, use the Florence road trip tool.

Traveling by car from City of San Marino to Florence takes 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and shuttle. Traveling from City of San Marino in December, expect nights in Florence to be about the same, around 4°C, while days are somewhat warmer, around 15°C. Cap off your sightseeing on the 29th (Wed) early enough to go by car to Pisa.

Things to do in Florence

Historic Sites · Museums

Side Trip

Find places to stay Dec 26 — 29:

Pisa, Italy

— 1 night
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
On the 30th (Thu), examine the collection at Museo Aviotruppe Esercito Italiano, then don't miss a visit to Piazza dei Miracoli, and then make a trip to Leaning Tower of Pisa.

To find more things to do, photos, traveler tips, and other tourist information, go to the Pisa online travel route planner.

Drive from Florence to Pisa in 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 15°C in December, and nighttime lows around 4°C. Wrap up your sightseeing on the 30th (Thu) to allow time to travel to Borzonasca.

Things to do in Pisa

Museums
Find places to stay Dec 29 — 30:

Borzonasca, Italy

— 1 night
Borzonasca is a comune (municipality) in the Metropolitan City of Genoa in the Italian region Liguria, located about 35km east of Genoa. On the 31st (Fri), experience rural life at Agriturismo Valle Chiappella and then make a trip to Abbazia di Sant’Andrea.

For photos, traveler tips, where to stay, and more tourist information, read our Borzonasca trip itinerary planning tool.

You can drive from Pisa to Borzonasca in 2 hours. Traveling from Pisa in December, Borzonasca is somewhat warmer at night with lows of 10°C. Finish your sightseeing early on the 31st (Fri) to allow enough time to drive to Cinque Terre.
Find places to stay Dec 30 — 31:
Highlights from your trip

Cinque Terre, Italy

— 1 night

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
On the 1st (Sat), appreciate the extensive heritage of Borgo Storico di Manarola and then relax and rejuvenate at Cinque Terre Wellness.

To see photos, maps, ratings, and more tourist information, you can read our Cinque Terre travel app.

You can drive from Borzonasca to Cinque Terre in 2 hours. Plan for little chillier nights when traveling from Borzonasca in December since evenings lows in Cinque Terre dip to 4°C. Finish your sightseeing early on the 1st (Sat) to allow enough time to fly to Rome.

Things to do in Cinque Terre

Historic Sites · Spas
Find places to stay Dec 31 — Jan 1:
Highlights from your trip

Rome, Italy

— 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, and museums. Your trip includes some of its best attractions: pause for some serene contemplation at St. Peter's Basilica, delve into the distant past at Palatine Hill, admire the masterpieces at Galleria Borghese, and visit Trastevere.

To see reviews, photos, maps, and other tourist information, use the Rome road trip planning tool.

Fly from Cinque Terre to Rome in 3 hours. Alternatively, you can take a train; or drive. In January, plan for daily highs up to 15°C, and evening lows to 4°C. Wrap up your sightseeing by early afternoon on the 5th (Wed) to allow time for the flight to Jeddah.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trip

Find places to stay Jan 1 — 5:

Jeddah, Saudi Arabia

— 1 night

The Bride of the Red Sea

The commercial and entertainment capital of Saudi Arabia, Jeddah offers a dazzling range of sites and activities combined with mouthwatering cuisine.
Start off your visit on the 6th (Thu): contemplate in the serene atmosphere at Hassan Enany Mosque, then admire the local landmark of King Fahd's Fountain, then take in the spiritual surroundings of Khadija Baghlaf Mosque, and finally enjoy the sand and surf at Jeddah Water Front Park.

To see where to stay, ratings, and tourist information, use the Jeddah trip itinerary planner.

Traveling by flight from Rome to Jeddah takes 8 hours. Alternatively, you can drive; or do a combination of car and ferry. The time zone changes from Central European Standard Time (CET) to Arabian Standard Time (AST), which is usually a 2 hour difference. Plan for much warmer temperatures traveling from Rome in January, with highs in Jeddah at 33°C and lows at 23°C. Finish your sightseeing early on the 6th (Thu) to allow enough time to travel back home.

Things to do in Jeddah

Historic Sites · Outdoors · Parks · Beaches
Find places to stay Jan 5 — 6:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

San Marino travel guide

3.4
Historic Sites · Museums · Castles
San Marino is a country characterized by its architecture--namely, the three towers that adorn the country's flag and coat of arms. As a result, most of the tourist attractions here center around the structures protruding from the hill of the country. The third-smallest nation in Europe, it is surprising that San Marino managed to gain independence from robust Italy. This status has created great pride among the Sanmarinese, although Italian culture is still quite influential as the country is completely surrounded by Italy. And while its size has obvious disadvantages, the advantages for tourism strongly outweigh them. Visitors don't need to travel to get a sense of the country (there isn't far to go!), and this generates an intimacy and friendliness among locals that is lost in most larger countries.

Province of Genoa travel guide

4.2
Spas · Specialty Museums · Landmarks